HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Ethyl-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-(3-Ethenyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridine | HCID 66726163 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Ethyl-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}aniline | HCID 66725908 | 89% |
Reaction Steps
A mixture of 5-(3-ethenyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridine (5.0 g), 10% palladium carbon (1.0 g, containing water (50%)), tetrahydrofuran (100 mL), and methanol (50 mL) was stirred under a hydrogen atmosphere (balloon pressure) at room temperature for 3 days. The catalyst was filtered off, and the obtained filtrate was concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (ethyl acetate:hexane=25:75 to 60:40, volume ratio) to give the title compound (4.05 g, yield 89%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557805B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-331b2f12c43c46b8b3956d9b073161f4 |
| Source note | uspto-grants-2013_10 |